6-脱氧卷线孢菌素

化合物

6-脱氧卷线孢菌素((5S,7S)-5,6,7,8-四氢-5,7,9,10-四羟基-2-甲氧基-7-甲基-1,4-蒽醌)是一种有机化合物,化学式为C16H16O7,其英文名“austrocortirubin”源自于澳大利亚的丝膜菌属(Cortinarius)的毒蕈。[3]它可以2,5,8-三羟基-1,4-萘醌维基数据所列Q82903034的缩醛为原料合成得到。[2]

6-脱氧卷线孢菌素
IUPAC名
(5S,7S)-5,7,9,10-Tetrahydroxy-2-methoxy-7-methyl-5,6,7,8-tetrahydroanthracene-1,4-dione
识别
CAS号 97400-69-6  checkY
PubChem 11209399
ChemSpider 9384461
SMILES
 
  • C[C@]1(C[C@@H](C2=C(C3=C(C(=C2C1)O)C(=O)C(=CC3=O)OC)O)O)O
InChI
 
  • 1/C16H16O7/c1-16(22)4-6-10(8(18)5-16)15(21)11-7(17)3-9(23-2)14(20)12(11)13(6)19/h3,8,18-19,21-22H,4-5H2,1-2H3/t8-,16-/m0/s1
InChIKey WWTHHBSODPGTAK-PWJLMRLQBI
性质
化学式 C16H16O7
摩尔质量 320.29 g·mol−1
外观 暗红色针状晶体[1]
熔点 193~195 °C(+)[1]
194~198 °C(±)[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ 1.0 1.1 Melvyn Gill, Albin F. Smrdel, Richard J. Strauch and Michael J. Begley. Pigments of fungi. Part 12. Structure and absolute stereochemistry of antibiotic tetrahydroanthraquinones from the fungus Dermocybe splendida Horak. X-Ray structure determination of austrocortirubin phenylboronate and austrocortilutein acetonide. J. Chem. Soc., Perkin Trans. 1, 1990, 1583-1592. doi:10.1039/P19900001583.
  2. ^ 2.0 2.1 Burns, CJ; Gill, M (1991). Pigments of Fungi. XXII. Synthesis of (±)-Austrocortirubin and Related Tetrahydroanthraquinones. Australian Journal of Chemistry, 44(10), 1447–1458. doi:10.1071/CH9911447
  3. ^ Melvyn Gill; Richard J. Strauch (1985). New tetrahydroanthraquinones from the genus Cortinarius. Tetrahedron Letters, 26 (21), 2593–2596. doi:10.1016/s0040-4039(00)98845-2.